Having trouble getting OTA to work, i set everything up but im not getting any ports showing up under ports.
OTA requires Bonjour support (or MDNS, DNS-SD stuff really). I’ve never tried to get it to work on a Windows machine but you might have to install something extra. On a Mac sometimes it doesn’t show up until I start Bonjour Browser (a small free utility).
Huh. Ive never messed with bonjour before. I have octoprint running right now which i believe uses something like bonjour. Just cant remember the name of it right now… i would just hate to have to climb a ladder and retrieve a Wemos board from the ceiling for an update lol
@Cristian_Martinez If you put something up that depends on OTA I guarantee you WILL have to go get it someday. All it takes is accidentally hitting program on the wrong sketch…it will happily write a sketch using OTA that itself does not include any OTA functions on reboot 
Well that was a very genius addition (not) lol. Thanx for the heads up thou!
install this on a windows machine
https://support.apple.com/kb/DL999?viewlocale=en_US&locale=en_US
@Jeremy_Spencer ill give it a shot!
Sometimes I have to restart the Arduino IDE and then wait a few minutes before the board shows up as a network port.
I would also recommend using a password for OTA. Not for security but to help prevent yourself from uploading the wrong code/sketch.
@Brian_Lewis tried that 
Try esp8266httpupdate server with handler for example /update instead of OTA , works pretty well